In terms of Three Point Shooters
Portland - two non-shooters, one above average shooter with low attempts
I don't think I'd call Larry an "above average shooter with low attempts". In 1986, he led the league in three pointers made and attempted, and was fourth in percentage at 42.3%. That's "elite" category to me, and I think it's fair to extrapolate that Larry's attempts would go up playing in a modern offense.
As for the other "non-shooter", I just don't see Tiny that way. He was an extremely good outside shooter during his era, and I think he'd be much the same today. It's similar to guys like Jerry West and Pete Maravich: those guys could shoot from anywhere, so I don't think it makes sense to call them non-shooters simply because the line didn't exist when they played.
I don't think either Portland or Chicago will have a ton of trouble spreading the floor, simply because I respect the games of Larry, Tiny, Jones, West, Maravich, etc., so much.